
Holiday rentals with a kayak in Gilford
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Gilford
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Tranquil Pondside Retreat
Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

Lake Winnipesaukee House with Slip, Kayaks, Views!
Come build memories at this beautiful lake front house with its own dedicated deep water slip (across the street), a large deck on the water with diving board, and another deck attached to the house. A sandy public beach , restaurants, and Mt Washington boat stop are only steps away. This well-kept house has an open concept, fully applianced modern kitchen, a 55" smart 4K Roku TV, 1 gig fiber internet/wi-fi, a jacuzzi in one of the bathrooms, grill*, all the comforts of home, and so much more.

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views
This romantic & family friendly lakefront chalet comes with a private beach, hot tub, camp fire, and stunning views. It’s a serene home base to explore everything the Lakes Region has to offer. Mid Apr-Oct we also provide kayaks and paddle board. Enjoy the beach, swim, kayak, bike, fish, hike, or explore quintessential New England towns and food scene. Or simply dine with a view and play board games. We have poured our hearts into making this place romantic yet practical for families. Enjoy!

The Conscious Cabin
Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Off-grid Forest Retreat w/ Hot Tub & Breakfast
Relax in a quiet pine forest surrounded by beautiful private walking trails, with everything you need at your fingertips! We make off-grid living easy with luxury bedding, fresh bread and eggs from our farm, locally-roasted coffee, cream, ice, a hot outdoor shower (seasonal), firewood, marshmallows, battery-operated lights, and a wood-fired hot tub! Just a half mile from the Barn on the Pemi, and minutes from the lakes, rivers, and mountain trails. All you have to bring are your clothes!

“Stay Awhile in the Lake's Region”
This gorgeous property features 3 bedrooms- 1 King bed in the master suite, 1 queen bed and 2 twin beds, perfect for a family or group of friends looking for a cozy retreat. With 2 bathrooms, including a soaking bathtub, you can unwind in style after a day of exploring. The rec room offers an additional sleeping space with a queen bed. Space for parking a boat to use in the best lake in New Hampshire! Conveniently located off of route 28 for easy access to all areas in the Lakes Region.

Clean, quaint studio apartment on small farm
Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.

Close to skiing, hot tub, beach access & fire pit
Welcome to our cozy camp steps away from Sawyer Lake, offering access to 6 beaches. Enjoy our pedal boat and paddle board on the water. The camp features a fully equipped kitchen, grill, large back deck, and a screened-in front porch for relaxation. Minutes away from Bank of NH Pavilion for concerts, Tilton Outlets, Gunstock, NH speedway and Lake Winnipesaukee. Pet-friendly with a relaxing hot tub in the back. Perfect for a peaceful retreat or an adventure-filled getaway in nature!

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks
Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!

Little House on the Lake in the Forest
***7-night minimum in warmer months, Saturday check in/out*** Wake up to the call of loons in this tiny and cozy lakefront cabin. Nestled at the remote base of Mount Kearsarge, with unobstructed views of Ragged Mountain, this location affords year-round adventure on the protected south shore of Bradley Lake. Five minutes from Proctor Academy, 90 minutes from Boston. This retreat mixes ample amenities and high-speed internet with outdoor adventure!

Lakeside Getaway~EV Charger~15mns to Gunstock
Discover Your Lakeside Escape at Lake Winnipesaukee! Welcome to your perfect home away from home in beautiful Laconia, NH! This brand-new, luxury 2-bedroom condo in the heart of Paugus Bay offers the ideal retreat for couples, small families, and outdoor enthusiasts alike. With stunning lake views, access to a day dock, and modern comforts throughout, it’s the perfect base to experience the very best of New Hampshire’s Lakes Region.

Lakefront Retreat Boat Dock Amazing Views
Escape to Happy Hollow, a serene 4-bed, 3.5-bath home on scenic Shellcamp Pond in NH’s beautiful lakes region. Perfect for families & adventure lovers—enjoy hiking Mount Major, skiing at Gunstock Mountain, or days boating & fishing on the pond. With breathtaking views year-round, it’s ideal for relaxation & exploration. Watch for our resident bald eagle soaring by! 🦅 Your unforgettable lakeside getaway awaits! Book now! 🏡☀️
Popular amenities for kayak rentals in Gilford
House rentals with a kayak

The Sunset Place

Locke Lake Waterfront Escape

Luxury Lakehouse| Sunsets| Cen. Air| Private Dock

Lakefront Retreat w/ Hot Tub & Stunning Views

Lakefront Boutique Cabin

The Farmhouse at Sweetwater

In the Trees - NH w/ Lake Access

Waterfront Getaway Home in Epsom, NH
Cottage rentals with a kayak

Smokey Pines Camp

Gorgeous Romantic Lakefront Getaway

Cottage on the lake! Includes kayaks & rowboat!

Lovely cottage on Sunrise Lake, Middleton, NH.

Cottage w/ charm, mountain view & river HSI Wi-Fi

Completely updated detached cottage/Paugus Bay!

Tiny Lakefront Cottage

Conway Waterfront Base for Your Family Memories!
Cabin rentals with a kayak

Cozy Cabin w/ Pond Access

Hill Studio

Beautiful private cabin on Big Squam Lake

Cozy cabin in the woods getaway w/ fire pit

Bear Cabin

White Mountain retreat | waterfront, amazing views

CedarHaus: lakefront retreat!

The SugarShack at Sweetwater
Quick stats about holiday rentals with a kayak in Gilford

Total holiday rentals
Explore 40 holiday rentals in Gilford

Nightly prices starting at
Gilford holiday rentals start at £114 per night before taxes and fees

Verified guest reviews
Over 1,110 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Gilford holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Gilford rentals

4.9 Average rating
Gilford stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a kayak Belknap County
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Squam Lake
- Story Land
- York Harbor Beach
- Weirs Beach
- Long Sands Beach
- Loon Mountain Resort
- Mount Washington Cog Railway
- Pats Peak Ski Area
- Franconia Notch State Park
- Diana's Baths
- Omni Mount Washington Resort
- Funtown Splashtown USA
- Tenney Mountain Resort
- Cannon Mountain Ski Resort
- King Pine Ski Area
- Wentworth by the Sea Country Club
- Short Sands Beach
- Parsons Beach
- Bear Brook State Park
- White Lake State Park
- Manchester Country Club - NH




